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Re:Ask HN: How to get stock as a contractor or consultant? by JoeAltmaier on Monday November 02, 2015 @11:39AM (#10492865)
Ok that's the critical difference - I have warrants. Due to all the reasons you mention. They vest; they have a cliff; they expire 2 years after severing our relationship (which has never happened).

And what startup has liquid stock? I'd love to work there.

Re:Ask HN: How to get stock as a contractor or consultant? by tptacek on Monday November 02, 2015 @11:47AM (#10492932)
I think I'm being too elliptical. I'll be blunt: my prediction is that the overwhelming majority of startups that are willing to offer equity in exchange for contracting work are going to fail, and fail at a higher rate than other startups.

A willingness to pay in equity for consulting would to me be a red flag that the startup I was talking to was poorly managed.

Re:Ask HN: How to get stock as a contractor or consultant? by JoeAltmaier on Monday November 02, 2015 @12:00PM (#10493054)
I'm guilty too. To be clear: this startup tried to recruit me as CTO; I insisted on remaining in my partnership. They wanted very much to keep me invested in their idea, and warrants etc were a way of doing that. So not the usual kettle of fish.

Further I too would never consider stock instead of pay for any consulting activity. That's a loser move.